SCS-C000550
14α-hydroxyergosta-4,7,22-triene-3,6-dione
Pathway: Terpenoids
Superclass: Steroids
Class: Ergostane steroids
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Aspergillus sp.
(coral-derived fungus)
Kingdom
Fungi
Phylum
Ascomycota
Class
Eurotiomycetes
Order
Eurotiales
Family
Aspergillaceae
Genus
Aspergillus
Species
NA
South China Sea
DOI:
10.1016/j.bioorg.2018.06.029
· Bioorganic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
424.6 Da
Threshold ≤ 500
ALogP
5.83
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C28H40O3
Molecular Weight:
424.6250 Da
SMILES:
CC(C)[C@@H](C)/C=C/[C@@H](C)[C@H]1CC[C@@]2(O)C3=CC(=O)C4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C
InChIKey:
OLCXVWZQYIAKLU-XOAGXEAJSA-N
InChI:
InChI=1S/C28H40O3/c1-17(2)18(3)7-8-19(4)21-11-14-28(31)23-16-25(30)24-15-20(29)9-12-26(24,5)22(23)10-13-27(21,28)6/h7-8,15-19,21-22,31H,9-14H2,1-6H3/b8-7+/t18-,19+,21+,22-,26+,27+,28+/m0/s1
Calculated Properties
ALogP:
5.833 lipophilicity
TPSA:
54.37 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
3
Rotatable Bonds:
4
Ring Count:
4
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.7143 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000550
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Steroids
NPClassifier Class:
Ergostane steroids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Anti-inflammatory | IC50 | NO production | 26.83 μM | 10.1016/j.bioorg.2018.06.029 Bioorganic Chemistry |